Surface failed requests to the user (other than logs)

Sometimes requests could fail due to various reasons. For example, when attempting to integrate with some development/local service a local issuer certificate error might be encountered which can be fixed by adding the dev host to a `trust` hosts array in the config.

The problem is, if something like that is happening it's difficult to catch because it's not surfaced to the user that these requests are failing.

No files or tests are named. Start by locating request handling, the existing log path, and the configuration containing the trust hosts array; determine where failed requests can be observed. Done means users can tell when requests fail without consulting logs, including errors such as local issuer certificate failures.

Written by the indexing model from the issue text.